Concise Total Synthesis of Lundurines A−C Enabled by Gold Catalysis and a Homodienyl Retro-Ene/Ene Isomerization

doi:10.1021/jacs.6b01428

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RECERCAT Home > Centres de Recerca de Catalunya (CERCA) > Institut Català d'Investigació Química (ICIQ) > Papers > View document

Use this identifier to quote or link this document: http://hdl.handle.net/2072/326397

Title:	Concise Total Synthesis of Lundurines A−C Enabled by Gold Catalysis and a Homodienyl Retro-Ene/Ene Isomerization
Author:	Echavarren, Antonio M.; Dorel, Ruth; Muratore, Michael E.; Kirillova, Mariia S.
Abstract:	The total synthesis of lundurines A–C has been accomplished in racemic and enantiopure forms in 11–13 and 12–14 steps, respectively, without protection/deprotection of functional groups, by a novel tandem double condensation/Claisen rearrangement, a gold(I)-catalyzed alkyne hydroarylation, a cyclopropanation via formal [3 + 2] cycloaddition/nitrogen extrusion, and a remarkable olefin migration through a vinylcyclopropane retro-ene/ene reaction that streamlines the endgame.
Publication date:	2016-03-10
Subject(s):	Quimica
Rights:	L'accés als continguts d'aquest document queda condicionat a l'acceptació de les condicions d'ús establertes per la següent llicència Creative Commons: http://creativecommons.org/licenses/by-nc-nd/4.0/
Pages:	3671 p.
Document type:	Article Article - Draft
DOI:	10.1021/jacs.6b01428
Published by:	J. Am. Chem. Soc.
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